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Topic: Am I right?  (Read 946 times)

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Offline sharbeldam

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Am I right?
« on: June 11, 2020, 10:58:04 AM »
LiAlH4 -> with the carbonyl carbon (ketone reduction)
alcohol -> beta addition to the double bond so OR will attach itself (antimarkovnikov)
third one -> SH nucleophile will attack the double bond

true?
« Last Edit: June 11, 2020, 11:15:35 AM by sharbeldam »
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Offline sharbeldam

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Re: Am I right?
« Reply #1 on: June 12, 2020, 06:20:22 AM »
someone confirm please !?
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Offline rolnor

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Re: Am I right?
« Reply #2 on: June 12, 2020, 06:27:17 AM »
What conditions do you have for the second reaction, acid, base?
The first and the third reaction seems OK.
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Offline sharbeldam

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Re: Am I right?
« Reply #3 on: June 12, 2020, 01:35:26 PM »
That's the thing it's not written but I guess it has to be acidic for the reaction to occur?
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Offline rolnor

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Re: Am I right?
« Reply #4 on: June 12, 2020, 03:55:57 PM »
Under acidic condition you can get the dimethyl ketal from the ketone as well as MeOH-addition to the alpha-position, this reaction can be reversible. Under basic conditions you will get addition to the beta position, this will also be reversible.
« Last Edit: June 12, 2020, 05:44:16 PM by rolnor »
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